Vulcanized caoutchouc-like substance.



UNITED STATES PATENTOFFICE.

FRITZ HOFMANN, CARL COUTEIlLE, KONRAD DELBR'UCK, AND KtIR'I. MEISENBURG, OF ELBERFELD, GERMANY, ASSIG-NOZRS TO FARBENFABRIKEN VOBM. FRIEDB. BAYER 82: CO1, OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

VULCAN'IZED CAOUTCHOUC-LIKE SUBSTANCE.

No Drawing.

Specification of Letters Patent.

' Application filed larch 20, 1911.

Patented Jan. 13, 1914. Serial No. 615,668.

To all whom it may concern Be it known that we, FRITZ HOFMANN, CARL COUTELLE, KONRAD Dnnnntiox, and KURT MEISENBURG, doctors of philosophy,

-'chemists, citizens of the German Empire, re-

other hydrogen atoms may or may not be substituted for example:

It has now been found that these caoutchouc like substances can be vulcanized, substances being obtained equal to and some even better than vulcanized natural caouts chouc. These facts could not be foreseen in the existent state of knowledge with regard to the nature and the processes duringthe' vulcanizing of -caoutchouc. One couldnot know if these new caoutchouc-like substances too would show the same behavior to vulcanizing agents as the naturalcaoutchoucdoes. Still less could one predict, whether the vulcanized products, if they could. .be obtained at all, would have the same valuable properties of vulcanized caoutchouc. Y

In order to illustrate our invention the following examples are given, the parts being by weight*: 1 7

Example 1: 1 rts of the product of polymerization obtained from beta-ethylery threne are carefully worked together with 10 parts of sublimed sulfur in a mixin apparatus provided with rolls until a per ectly .homogeneous mass results. The resulting product is brought into the desired shape and is then subjected in an iron vulcanizing vessel to the action of steam under a pressure of 3-4 atmospheres. After from 1-2 hours the process is complete.

Instead of the products of polymerization used 1n the examples a mixture of these caoutchouc' like products with natural caoutchouc can be used. Similarly other methods of vulcanization can be employed.

The novel caoutchouc substances of the present invention yield among the decomposition products of their ozonids with water ethyl, phenyl, etc, derivatives (aldehydes or ketones) of succinic aldehyde Thus the caoutchouc substance made from beta-ethyl erythrene caoutchouc by vulcanization yields among the decomposition products of its ozonid with water an ethyl derivative of succinic aldehyde. Mixtures of the novel caoutchouc substances with natural caoutchouc in addition yield levulinic derivatives and particularly levulinic aldehyde, the l-methyl derivative of succinic aldehyde CH CO--CH -CH -CHO.

We claim 1. As a new product a vulcanized caoutchouc-like substance comprising the vulcanized caoutchouc-like polymerizationprodnot ofa substituted erythrene hydrocarbon in which at least one atom of hydrogen is substituted by a group containing more than one atomof carbon, being a grayish non-adhesive substance containing sulfur and forming ozonids which upon decomposition with water yield substituted derivatives of succinic aldehyde.

2. As a new product of vulcanized caoutchouc-like substance comprising the vulca'nized caoutchouc-like polymerization product of a substituted erythrene hydrocarbon in which one atom of H in beta position is substituted by a grou containing more than one atom of. carbon, ing a grayish non-adhesive substance containing sulfur and forming ozonids which upon decomposition with water yield substituted derivatives of succinic aldehyde.

3. As a new product of vulcanized caout chouc-like substance comprising the vulcanized caoutchouc-like' polymerization r'oduct of beta-ethyl erythrene, being a grayish nonadhesive substance containing sulfur and forming an ozonid which upon decomposition with water yields an ethyl substituted derivative of succinic aldehyde.

4. As a new product of vulcanized caoutchouc-like substance comprising a vulcanizedmixture of natural caoutchouc and the caoutchouc-like polymerization product of a substituted erythrene hydrocarbon in which at least one atom of hydrogen is substituted by a group containing more than one atom of carbon, being a grayish non-adhesive substance containing sulfur and forming ozonids which upon decomposition with water yields levulinic aldehyde and other substituted derivatives of succinic aldehyde.

5. As a new product a vulcanized caoutchouc-like substance comprising a Vulcan ized mixture of natural caoutchouc and the caoutchouc-like polymerization product of a substituted erythrene hydrocarbon having an atom of H inbeta position substituted by a group containlng more than one atom of carbon, being a grayish non-adhesive substance containing sulfur and forming ozonids which upon decomposition with water yields levulinic aldehyde and other substituted derivatives of succinic aldehyde.

6. As a new product a vulcanized caout- ALFRED HENKEL. 

